Concept explainers
(a)
Interpretation: The compounds are formed by the tandem reaction with given substrates are to be predicted.
Concept introduction: The ring-closing metathesis (RCM) by Grubbs catalyst occurs, when the starting material is diene. This reaction is facilitated under high-dilution condition as it favors intramolecular metathesis instead of intermolecular metathesis.
(b)
Interpretation: The synthesis of the substrate in part (b) that uses a Diels–Alder reaction with diethylmaleate as the dienophile is to be devised.
Concept introduction: Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.
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- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning